Diethyl Malonate → HCID 57903802, compound

Participants

Reaction Steps

In a nitrogen atmosphere, a mixture of 268 g of diethyl tetramethylenemalonate (which had been synthesized from diethyl malonate and 1,4-dibromobutane by a malonate synthesis standard technique) and 400 ml of tetrahydrofuran was added dropwise to a mixture of 80.0 g of lithium aluminum hydride (LiAlH4) and 1,000 ml of tetrahydrofuran under ice cooling. The reaction mixture was stirred for 3 hours at room temperature, after which it was ice cooled again. To the reaction mixture which was kept below 30° C. and vigorously stirred, 80 ml of water, 80 ml of a 15% sodium hydroxide aqueous solution, and 240 ml of water were added dropwise in sequence. The resulting crystals were filtered off. The filtrate was concentrated in vacuum, obtaining 150 g (crude yield 92%) of a crude product. By the same procedure as in Synthesis Example 2-2 except that the crude product was used instead of norbornane-2,2-dimethanol, it was converted into a methacryloyl form, obtaining the target compound (yield 35%).

Provenance & Evidence